Homes for sale in 21550, MD

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33 Black Bear Ct, Oakland MD, 21550, 5 bedrooms, 3 baths house for sale

Listing photo 2 for 33 Black Bear Ct, Oakland MD 21550

Listing photo 3 for 33 Black Bear Ct, Oakland MD 21550

$10,000 Closing Credit¹

$899,000

5 beds • 3 baths • 2,976 sqft

33 Black Bear Ct, Oakland MD 21550

Nina A Beitzel, Listing Office: Railey Realty, Inc.

7 Overlook Ridge Dr, Oakland MD, 21550 land for sale

Listing photo 2 for 7 Overlook Ridge Dr, Oakland MD 21550

Listing photo 3 for 7 Overlook Ridge Dr, Oakland MD 21550

$199,900

Land • 0.13 Acres

7 Overlook Ridge Dr, Oakland MD 21550

Jonathan D Bell, Listing Office: Railey Realty, Inc.

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view of front of home with a garage and central AC

dining area featuring a textured ceiling, sink, and light hardwood / wood-style floors

kitchen with sink, light wood-type flooring, kitchen peninsula, and black appliances

$7,113 Closing Credit¹

$599,000

3 beds • 2 baths • 1,296 sqft

3554 Lake Shore Dr, Oakland MD 21550

Robert J Krop, Listing Office: Keller Williams Realty Centre

Hammond St, Oakland MD, 21550 land for sale

Listing photo 2 for Hammond St, Oakland MD 21550

Listing photo 3 for Hammond St, Oakland MD 21550

$29,900

Land • 0.54 Acres

Hammond St, Oakland MD 21550

Elizabeth S Spiker Holcomb, Listing Office: Taylor Made Deep Creek Vacations & Sales

$2,957 Closing Credit¹

$249,000

2 beds • 2 baths

11 Laurel Brook Dr Unit 11, Oakland MD 21550

Daniel Shockey, Listing Office: Taylor Made Deep Creek Vacations & Sales

drone / aerial view featuring a water view

view of front of house with a front lawn

Backup offers

$8,728 Closing Credit¹

$735,000

5 beds • 4 baths • 3,084 sqft

278 Basswood Way Unit 19, Oakland MD 21550

Elizabeth S Spiker Holcomb, Listing Office: Taylor Made Deep Creek Vacations & Sales

$3,561 Closing Credit¹

$299,900

4 beds • 3 baths • 2,112 sqft

18361 Garrett Hwy, Oakland MD 21550

Jonathan D Bell, Listing Office: Railey Realty, Inc.

Room to negotiate?

Median Sold Price

$375K

Avg. Sale Time

127 Days

Based on our December 2024 Market Report.

bar with sink, stainless steel appliances, high vaulted ceiling, decorative backsplash, and dark hardwood / wood-style floors

bar with stainless steel microwave, backsplash, wood counters, hardwood / wood-style floors, and lofted ceiling

$5,936 Closing Credit¹

$499,900

2 beds • 1 bath • 887 sqft

565 Glendale Rd Unit B303, Oakland MD 21550

Jonathan D Bell, Listing Office: Railey Realty, Inc.

birds eye view of property with a rural view

view of front of home with a front lawn and a garage

view of patio / terrace with a rural view

$4,156 Closing Credit¹

$350,000

6 beds • 4 baths • 3,662 sqft

3539 Underwood Rd, Oakland MD 21550

Rachel Bruch, Listing Office: Railey Realty, Inc.

kitchen with gas range, tasteful backsplash, and white cabinetry

$3,444 Closing Credit¹

$290,000

3 beds • 3 baths • 1,840 sqft

17 Laurel Brk Unit 17, Oakland MD 21550

Michael Cumerlato, Listing Office: Jason Mitchell Group

wooden terrace featuring a storage shed, a water view, and a yard

back of property featuring a wooden deck and a yard

view of dock featuring a lawn and a water view

$4,976 Closing Credit¹

$419,000

3 beds • 2 baths

142 Lemley Dr Unit I, Oakland MD 21550

Andrew L Eiswert, Listing Office: Railey Realty, Inc.

community / neighborhood sign featuring a lawn

$2,654 Closing Credit¹

$223,500

2 beds • 2 baths • 1,400 sqft

5 Laurel Brook Dr Unit 5, Oakland MD 21550

Sherry L Nally, Listing Office: Berkshire Hathaway HomeServices Homesale Realty

view of front of property featuring covered porch, a front yard, and a garage

corridor with a textured ceiling, light wood-type flooring, and a wealth of natural light

dining room with light hardwood / wood-style floors, ceiling fan, and a textured ceiling

$8,419 Closing Credit¹

$709,000

5 beds • 3 baths • 3,066 sqft

1489 Mountainview Dr, Oakland MD 21550

Larry E Smith, Listing Office: Railey Realty, Inc.

rear view of house featuring a fire pit, a wooden deck, and a patio

$7,333 Closing Credit¹

$617,500

5 beds • 5.5 baths • 3,300 sqft

287 Winding Trail Ln Unit 10B, Oakland MD 21550

Michael Cumerlato, Listing Office: Jason Mitchell Group

living room featuring ceiling fan, a stone fireplace, light hardwood / wood-style floors, and a wealth of natural light

living room with light hardwood / wood-style floors, ceiling fan, and a fireplace

$7,066 Closing Credit¹

$595,000

5 beds • 4.5 baths • 3,300 sqft

8 Winding Trail Ln Unit 1B, Oakland MD 21550

Michael N Kennedy, Listing Office: Railey Realty, Inc.

rear view of property featuring a wooden deck

$3,266 Closing Credit¹

$275,000

4 beds • 1.5 baths • 2,352 sqft

5267 George Washington Hwy, Oakland MD 21550

Jennifer Jackson, Listing Office: Charis Realty Group

892 N 4th St, Oakland MD, 21550 land for sale

Listing photo 2 for 892 N 4th St, Oakland MD 21550

Listing photo 3 for 892 N 4th St, Oakland MD 21550

$150,000

Land • 3.35 Acres

892 N 4th St, Oakland MD 21550

Terah B. Crawford, Listing Office: Taylor Made Deep Creek Vacations & Sales

$10,000 Closing Credit¹

$1,147,000

4 beds • 5 baths • 3,032 sqft

52 Dam View Dr, Oakland MD 21550

ANGELA BOSLEY, Listing Office: Taylor Made Deep Creek Vacations & Sales

view of home's exterior featuring a deck

$4,749 Closing Credit¹

$399,900

3 beds • 2 baths • 960 sqft

29 Sloan Tract Rd, Oakland MD 21550

Justin D Liller, Listing Office: Railey Realty, Inc.

2 Overlook Ridge Dr, Oakland MD, 21550 land for sale

Listing photo 2 for 2 Overlook Ridge Dr, Oakland MD 21550

Listing photo 3 for 2 Overlook Ridge Dr, Oakland MD 21550

$219,900

Land • 0.11 Acres

2 Overlook Ridge Dr, Oakland MD 21550

Jonathan D Bell, Listing Office: Railey Realty, Inc.

Video tour

$3,889,000

5 beds • 5.5 baths • 5,100 sqft

1931 Lakeshore Dr, Oakland MD 21550

Russell W Bounds, Listing Office: Railey Realty, Inc.

ranch-style house with a garage and a front yard

$7,113 Closing Credit¹

$599,000

3 beds • 2.5 baths • 4,253 sqft

2719 Broadford Rd, Oakland MD 21550

Richard B Orr, Listing Office: Railey Realty, Inc.

LOT1 Betts Ln, Oakland MD, 21550 land for sale

Listing photo 2 for LOT1 Betts Ln, Oakland MD 21550

Listing photo 3 for LOT1 Betts Ln, Oakland MD 21550

Backup offers

$59,000

Land • 8.68 Acres

LOT1 Betts Ln, Oakland MD 21550

Amy White, Listing Office: Railey Realty, Inc.

Memorial Dr, Oakland MD, 21550 land for sale

Listing photo 2 for Memorial Dr, Oakland MD 21550

Listing photo 3 for Memorial Dr, Oakland MD 21550

$699,000

Land • 33.93 Acres

Memorial Dr, Oakland MD 21550

Justin D Liller, Listing Office: Railey Realty, Inc.

ranch-style house featuring a garage and a front yard

Backup offers

$3,978 Closing Credit¹

$335,000

3 beds • 2 baths • 2,046 sqft

15705 Garrett Hwy, Oakland MD 21550

Daniel Patrick Duggan Sr., Listing Office: 1 Real Estate Source LLC

Sanders Ln, Oakland MD, 21550 land for sale

Listing photo 2 for Sanders Ln, Oakland MD 21550

Listing photo 3 for Sanders Ln, Oakland MD 21550

$27,000

Land • 1.48 Acres

Sanders Ln, Oakland MD 21550

Brady E Harden, Listing Office: Coldwell Banker Premier

birds eye view of property with a water view

$4,155 Closing Credit¹

$349,900

3 beds • 2 baths

48 Jeffrey Ln Unit 7C, Oakland MD 21550

Kevin D Liller, Listing Office: Railey Realty, Inc.

view of front of home featuring a front yard and a garage

rear view of property with a lawn and a storage unit

$4,144 Closing Credit¹

$349,000

3 beds • 3 baths • 1,503 sqft

522 E Green St, Oakland MD 21550

Elizabeth S Spiker Holcomb, Listing Office: Taylor Made Deep Creek Vacations & Sales

rear view of property with a yard and a deck

wooden terrace featuring a hot tub and a water view

$10,000 Closing Credit¹

$1,689,900

4 beds • 2.5 baths • 2,340 sqft

1674 Paradise Point Rd, Oakland MD 21550

Jonathan D Bell, Listing Office: Railey Realty, Inc.

710 Sunshine Dr, Oakland MD, 21550 land for sale

Listing photo 2 for 710 Sunshine Dr, Oakland MD 21550

Listing photo 3 for 710 Sunshine Dr, Oakland MD 21550

$37,000

Land • 0.96 Acres

710 Sunshine Dr, Oakland MD 21550

Nicole Jackson, Listing Office: Railey Realty, Inc.

rear view of house featuring a wooden deck and a jacuzzi

$10,000 Closing Credit¹

$1,725,000

4 beds • 3.5 baths • 2,496 sqft

464 Lake Forest Dr, Oakland MD 21550

Elizabeth S Spiker Holcomb, Listing Office: Taylor Made Deep Creek Vacations & Sales

view of front of house with a front lawn and a garage

Backup offers

$4,750 Closing Credit¹

$400,000

3 beds • 2 baths • 1,534 sqft

2816 Steyer Mine Rd, Oakland MD 21550

Justin D Liller, Listing Office: Railey Realty, Inc.

Backup offersVideo tour

$5,105 Closing Credit¹

$429,900

3 beds • 2 baths • 1,728 sqft

341 Doe Dr, Oakland MD 21550

Laura C Newhall, Listing Office: Taylor Made Deep Creek Vacations & Sales

colonial-style house with a front yard and a garage

view of side of home with a yard and a garage

$9,263 Closing Credit¹

$780,000

6 beds • 2.5 baths • 2,672 sqft

6652 George Washington Hwy, Oakland MD 21550

Terah B. Crawford, Listing Office: Taylor Made Deep Creek Vacations & Sales

view of front of house featuring a front yard and a deck

3D tour

$9,844 Closing Credit¹

$829,000

5 beds • 4.5 baths • 2,250 sqft

158 Silver Tree Ln, Oakland MD 21550

Elizabeth S Spiker Holcomb, Listing Office: Taylor Made Deep Creek Vacations & Sales

rear view of house featuring french doors and a wooden deck

exterior space with a deck with water view

$6,401 Closing Credit¹

$539,000

4 beds • 4.5 baths • 2,608 sqft

180 Roman Ridge Rd Unit 18, Oakland MD 21550

Elizabeth S Spiker Holcomb, Listing Office: Taylor Made Deep Creek Vacations & Sales

view of front of house with a front yard

ranch-style house with a front lawn and a deck

$3,561 Closing Credit¹

$299,900

4 beds • 3.5 baths • 2,240 sqft

403 O St, Oakland MD 21550

ANGELA BOSLEY, Listing Office: Taylor Made Deep Creek Vacations & Sales

cape cod house with a porch and a front yard

kitchen with a wood stove, stainless steel appliances, decorative backsplash, white cabinets, and ceiling fan with notable chandelier

empty room with light wood-type flooring, french doors, a baseboard radiator, and a chandelier

$5,641 Closing Credit¹

$475,000

4 beds • 3 baths • 2,750 sqft

234 Maple Del Ln, Oakland MD 21550

Jay L Ferguson, Listing Office: Taylor Made Deep Creek Vacations & Sales

view of front facade with french doors, a front lawn, and a patio

rear view of property featuring an outbuilding, a gazebo, central AC, a patio area, and a lawn

Video tour

$10,000 Closing Credit¹

$1,090,000

3 beds • 3.5 baths • 3,897 sqft

39 Leo Friend Rd, Oakland MD 21550

Laura C Newhall, Listing Office: Taylor Made Deep Creek Vacations & Sales

single story home featuring a garage and a front lawn

$3,443 Closing Credit¹

$289,900

3 beds • 2 baths • 2,052 sqft

707 Sunshine Dr, Oakland MD 21550

Tyler S. Burch, Listing Office: Burch Real Estate Group, LLC

41-80 of 115 Results

Explore popular home types in 21550, MD

Related homes in 21550, MD

Schools near 21550, MD

Elementary Schools

Crellin Elementary School
115 Kendall Dr
Public District KG-5
Yough Glades Elementary School
70 Wolf Acres Dr
Public District PK-5
Broad Ford Elementary School
607 Harvey Winters Dr
Public District PK-5

Middle Schools

Southern Middle School
605 Harvey Winters Dr
Public District 6-8

High Schools

Union Educational Complex
51 Tiger Drive
Public District PK-12
Southern Garrett High School
345 Oakland Dr
Public District 9-12

Data provided by Great Schools

Housing market reports in Garrett County

Homes for sale near 21550, MD

Top real estate cities in Maryland

MLS Disclaimers & Copyright

IDX Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.

BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 1/21/2025, 11:23:37 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of North Central WV Real Estate Information Network, Inc. IDX information is provided exclusively for consumers' personal non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by other brokerage firms are marked with the BR logo and detailed information about them includes the name of the listing brokers. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. All Information Is Deemed Reliable But Is Not Guaranteed Accurate. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
© 2025 North Central West Virginia Real Estate Information Network, Inc. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 1/21/2025, 11:20:51 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.